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WO1998039370A1 - Compose ameliore a base de polyalcool de vinyle - Google Patents

Compose ameliore a base de polyalcool de vinyle Download PDF

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Publication number
WO1998039370A1
WO1998039370A1 PCT/US1998/003987 US9803987W WO9839370A1 WO 1998039370 A1 WO1998039370 A1 WO 1998039370A1 US 9803987 W US9803987 W US 9803987W WO 9839370 A1 WO9839370 A1 WO 9839370A1
Authority
WO
WIPO (PCT)
Prior art keywords
oxa
polyvinyl alcohol
polymeric compound
molecular weight
tampon applicator
Prior art date
Application number
PCT/US1998/003987
Other languages
English (en)
Inventor
Dexi Weng
Original Assignee
Playtex Products, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Playtex Products, Inc. filed Critical Playtex Products, Inc.
Priority to CA002279362A priority Critical patent/CA2279362C/fr
Priority to AU63437/98A priority patent/AU6343798A/en
Publication of WO1998039370A1 publication Critical patent/WO1998039370A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F13/00—Bandages or dressings; Absorbent pads
    • A61F13/15—Absorbent pads, e.g. sanitary towels, swabs or tampons for external or internal application to the body; Supporting or fastening means therefor; Tampon applicators
    • A61F13/20—Tampons, e.g. catamenial tampons; Accessories therefor
    • A61F13/26—Means for inserting tampons, i.e. applicators
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof

Definitions

  • the present invention is directed to an improved polyvinyl alcohol molding compound having excellent performance and stability. More particularly, the present invention is directed to a composition of polyvinyl alcohol and an oxa acid plasticizer that is useful in molding applications, and especially, in molding biodegradable and water dispersible tampon applicators.
  • Applicators such as tampon applicators, made of polyvinyl alcohol
  • PVOH polyvinyl alcohol
  • glycerol polyethylene glycol, sorbitol, and other compounds have also been used as plasticizers.
  • U.S. Patent No. 5,002,526 to Herring discloses a substantially self-plasticizing modified PVOH. Of these agents, glycerol is the most common plasticizer added to PVOH.
  • glycerol tends to migrate out of the finished molded product, and can be found on the product surface so that the product surface is undesirably sticky. The migrated glycerol can be aesthetically unpleasant, and can interfere with the operation of the product.
  • products formed of glycerol-plasticized PVOH tend to harden during storage due to the crystallization of the PVOH, and concomitant phase separation within the formed product. This crystallization forces additional glycerol out of the PVOH matrix. This can cause the molded product to deform, and is a direct result of the relatively high mobility of glycerol in the PVOH matrix.
  • the glycerol content of the compound is difficult to maintain during molding because the glycerol tends to vaporize. It is difficult, therefore, to produce consistent output and consistent molded product quality using a glycerol-containing PVOH compound.
  • the present invention discloses a novel group of plasticizers suitable for use with PVOH that produce a molded product having improved stability, ease of molding, and consumer appeal.
  • the present invention provides a PVOH compound suited to a variety of molding methods that is acceptable for commercial use.
  • PVOH compound including a small amount of high molecular weight PVOHs such as those disclosed in U.S. Patent No. 5,137,969 to Marten et al.
  • a high molecular weight PVOH has a degree of polymerization (DP) of at least about 1200, and preferably has a DP from about 1200 to about 2400.
  • DP degree of polymerization
  • the addition of this high molecular weight PVOH component provides greater tensile strength, flexibility and resistance to ambient humidity to the molded product. Tampon applicators made of PVOH are often subject to creep deformation on the petals, which is exacerbated by ambient moisture. The addition of the high molecular weight PVOH effectively combats this problem.
  • PVOHs having molecular weights of less than about 1200 DP are referred to herein as standard PVOHs.
  • the present invention discloses a unique moldable polymeric compound containing about 50 to 99 weight percent of a polyvinyl alcohol and about 1 to 50 weight percent of an oxa acid plasticizer such as oxa diacid, polyoxa diacid, or oxa monoacid.
  • This mixture can be modified by the addition of a high molecular weight polyvinyl alcohol component or other similar compound.
  • DESCRIPTION OF THE PREFERRED EMBODIMENTS discloses a water dispersible, biodegradable polymeric formulation with excellent aging and dimensional stability performance.
  • the formulation can be used in injection molding of tampon applicators or other products that require dimensional stability upon aging.
  • the formulation can also be used in extrusion and blow molding applications where superior dimensional stability is desired.
  • the basic formulation consists of a combination of PVOH and oxa acids.
  • polyvinyl alcohol of the present invention has the general formula:
  • Preferred plasticizers of the present invention include oxa monoacids, oxa diacids, diglycolic acids, other linear carboxyiic acids with at least one ether group distributed along a linear chain thereof, and a combination thereof.
  • These plasticizers have higher boiling and flashing points and stronger hydrogen bonding properties than does glycerol, yet they meet the other requirements for successful PVOH plasticizers, such as compatibility with PVOH, permanence and flexibility in the finished product.
  • the boiling points (where available) and flash points of certain plasticizers are as follows:
  • plasticizers of the present invention include oxa diacids of the following formula:
  • n 0 to 1000. If n > 3, this diacid is also called polyoxa diacid.
  • a preferred composition according to the present invention comprises about 50 to about 99% of polyvinyl alcohol, about 1 to about 50% of oxa diacid or diglycolic acid or oxa monoacid, or a combination thereof. Too little plasticizer would not flexibilize the PVOH sufficiently for use in tampon applicators.
  • the preferred diglycolic acid is of the following formula:
  • a further preferred composition according to the present invention includes a small amount of high molecular weight PVOHs, such as those disclosed in U.S. Patent No. 5,137,969 to Marten et al.
  • the addition of this component provides greater tensile strength, flexibility and resistance to ambient humidity to the molded product.
  • the high molecular weight PVOH is preferably added to the composition at about 1 to about 40% by weight of the composition.
  • Other high molecular weight polymers such as starch, polyacrylic acids, polyvinylpyrrolidone or polyethylenimine can also be used in place of or in addition to the high molecular weight PVOH, in the same relative proportions.
  • Example 2 Control: Eighty parts of 88% hydrolyzed polyvinyl alcohol
  • Example 1 Polysciences, Inc., Catalog No. 02975, average molecular weights ⁇ 25,000 dalton/mol) were mixed with twenty parts of 99.6% pure glycerol (Fisher Scientific). The hot pressing procedure was the same used for the control of Example 1 above.
  • the resultant polymeric plate (10 x 10 x 0.1 cm) exhibited more flexibility than the control of Example 1 , but was easily broken when bent at 80° angles.
  • Example 4 The same procedure was followed as listed in Example 1. The resultant polymeric plate exhibited more flexibility than the controls and did not break until the bending angle exceeded about 95°. Example 4

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Absorbent Articles And Supports Therefor (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

L'invention concerne un composé polymère moulable qui contient environ 50 à 99 % en masse d'un polyalcool de vinyle et environ 1 à 50 % en poids d'un plastifiant à base d'acide oxa; le composé convient au moulage d'objets biodégradables et dispersables dans l'eau tels que des applicateurs à tampon.
PCT/US1998/003987 1997-03-07 1998-03-02 Compose ameliore a base de polyalcool de vinyle WO1998039370A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CA002279362A CA2279362C (fr) 1997-03-07 1998-03-02 Compose ameliore a base de polyalcool de vinyle
AU63437/98A AU6343798A (en) 1997-03-07 1998-03-02 Improved polyvinyl alcohol compound

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/812,629 US5804653A (en) 1997-03-07 1997-03-07 Polyvinyl alcohol compound
US08/812,629 1997-03-07

Publications (1)

Publication Number Publication Date
WO1998039370A1 true WO1998039370A1 (fr) 1998-09-11

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/003987 WO1998039370A1 (fr) 1997-03-07 1998-03-02 Compose ameliore a base de polyalcool de vinyle

Country Status (4)

Country Link
US (1) US5804653A (fr)
AU (1) AU6343798A (fr)
CA (1) CA2279362C (fr)
WO (1) WO1998039370A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012089300A3 (fr) * 2010-12-30 2012-09-27 Clariant International Ltd Polymères comportant des groupes hydroxyle et des groupes ester et leur procédé de production
US8884040B2 (en) 2008-04-04 2014-11-11 Clariant Finance (Bvi) Limited Continuous method for producing fatty acid amides
US8974743B2 (en) 2009-06-30 2015-03-10 Clariant Finance (Bvi) Limited Device for continuously carrying out chemical reactions at high temperatures
US9000197B2 (en) 2009-09-22 2015-04-07 Clariant Finance (Bvi) Limited Continuous transesterification method
US9039870B2 (en) 2006-10-09 2015-05-26 Clariant Finance (Bvi) Limited Method for producing alkaline (meth)acrylamides
US9221938B2 (en) 2010-12-30 2015-12-29 Clariant Finance (Bvi) Limited Polymers carrying hydroxyl groups and ester groups and method for the production thereof
US9243116B2 (en) 2010-12-30 2016-01-26 Clariant International Ltd. Method for modifying polymers comprising hydroxyl groups
US9302245B2 (en) 2009-09-22 2016-04-05 Clariant International Ltd. Apparatus for continuously carrying out heterogeneously catalyzed chemical reactions at elevated temperatures

Families Citing this family (23)

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GB0030436D0 (en) * 2000-12-13 2001-01-24 Dynamic Products Ltd A packaging tube
US6730057B2 (en) 2001-03-16 2004-05-04 The Procter & Gamble Company Flushable tampon applicators
US7727208B2 (en) 2002-09-12 2010-06-01 Playtex Products, Inc. Ergonomic tampon applicator
US9192522B2 (en) 2003-05-02 2015-11-24 Eveready Battery Company, Inc. Tampon assembly having shaped pledget
WO2008057581A1 (fr) 2006-11-08 2008-05-15 Playtex Products, Inc. Compresse de tampon à meilleure prévention des fuites de contournement.
ITMI20062374A1 (it) * 2006-12-12 2008-06-13 Novamont Spa Materiale biodegradabile per stampaggio a iniezione ed articoli da esso ottenuti
WO2008144624A1 (fr) 2007-05-17 2008-11-27 Playtex Products, Inc Compresse tampon pour protection de fuite par contournement accrue
US20090281514A1 (en) 2008-05-06 2009-11-12 Playtex Products, Inc. Tampon pledget with improved by-pass leakage protection
US9107775B2 (en) 2009-04-15 2015-08-18 Eveready Battery Company, Inc. Tampon pledget with improved by-pass leakage protection
CA2891118C (fr) 2012-11-12 2017-07-04 Hollister Incorporated Ensemble catheter intermittent et trousse
AU2013345395B2 (en) 2012-11-14 2017-02-23 Hollister Incorporated Disposable catheter with selectively degradable inner core
WO2015069843A2 (fr) 2013-11-08 2015-05-14 Hollister Incorporated Cathéters lubrifiés oléophiles
US9456931B2 (en) 2013-11-27 2016-10-04 Kimberly-Clark Worldwide, Inc. Thermoplastic and water-dispersible injection moldable materials and articles
US9339580B2 (en) 2013-11-27 2016-05-17 Kimberly-Clark Worldwide, Inc. Flushable tampon applicator
US9320656B2 (en) 2013-11-27 2016-04-26 Kimberly-Clark Worldwide, Inc. Water-dispersible thermoplastic injection molded composition
WO2015089178A1 (fr) 2013-12-12 2015-06-18 Hollister Incorporated Cathéter se désintégrant dans les toilettes
LT3079750T (lt) 2013-12-12 2020-07-27 Hollister Incorporated Srove nuplaunami kateteriai
EP3079752B1 (fr) 2013-12-12 2020-04-01 Hollister Incorporated Cathéters à jeter dans les toilettes
US10426918B2 (en) 2013-12-12 2019-10-01 Hollister Incorporated Flushable catheters
CA2989330C (fr) 2015-06-17 2023-01-31 Hollister Incorporated Materiaux selectivement desintegrables dans l'eau et catheters fabriques avec de tels materiaux
US10227527B2 (en) 2015-12-14 2019-03-12 Indizen Optical Technologies of America, LLC Nanoemulsion optical materials
AU2017366807B2 (en) 2016-11-30 2022-02-17 Kimberly-Clark Worldwide, Inc. Thermoplastic injection molded and flushable tampon applicator
WO2018102154A1 (fr) 2016-11-30 2018-06-07 Kimberly-Clark Worldwide, Inc. Matériau thermoplastique moulé par injection et jetable dans les toilettes

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US4469837A (en) * 1981-10-30 1984-09-04 Pietro Cattaneo Polyvinyl-alcohol-based thermoplastic composition

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US4469837A (en) * 1981-10-30 1984-09-04 Pietro Cattaneo Polyvinyl-alcohol-based thermoplastic composition

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9039870B2 (en) 2006-10-09 2015-05-26 Clariant Finance (Bvi) Limited Method for producing alkaline (meth)acrylamides
US8884040B2 (en) 2008-04-04 2014-11-11 Clariant Finance (Bvi) Limited Continuous method for producing fatty acid amides
US8974743B2 (en) 2009-06-30 2015-03-10 Clariant Finance (Bvi) Limited Device for continuously carrying out chemical reactions at high temperatures
US9000197B2 (en) 2009-09-22 2015-04-07 Clariant Finance (Bvi) Limited Continuous transesterification method
US9302245B2 (en) 2009-09-22 2016-04-05 Clariant International Ltd. Apparatus for continuously carrying out heterogeneously catalyzed chemical reactions at elevated temperatures
WO2012089300A3 (fr) * 2010-12-30 2012-09-27 Clariant International Ltd Polymères comportant des groupes hydroxyle et des groupes ester et leur procédé de production
US9221938B2 (en) 2010-12-30 2015-12-29 Clariant Finance (Bvi) Limited Polymers carrying hydroxyl groups and ester groups and method for the production thereof
US9243116B2 (en) 2010-12-30 2016-01-26 Clariant International Ltd. Method for modifying polymers comprising hydroxyl groups

Also Published As

Publication number Publication date
AU6343798A (en) 1998-09-22
CA2279362C (fr) 2006-07-25
US5804653A (en) 1998-09-08
CA2279362A1 (fr) 1998-09-11

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